Issue 12, 2015

NiSO4-catalyzed C–H activation/C–S cross-coupling of 1,2,3-triazole N-oxides with thiols

Abstract

An efficient nickel-catalyzed protocol for C–S cross-coupling through the direct functionalization of 2-aryl-1,2,3-triazole N-oxide C–H bonds with aryl or alkyl thiols, or diphenyl disulfide has been developed. The targeted N+–O bond cleavage can be observed during the reaction, and thus obviates the need to use an additional deoxygenation step. This new protocol for the preparation of thiolated 2-aryl-1,2,3-triazoles appears to offer good yields with high regioselectivity, mild conditions, and a wide substrate scope.

Graphical abstract: NiSO4-catalyzed C–H activation/C–S cross-coupling of 1,2,3-triazole N-oxides with thiols

Supplementary files

Article information

Article type
Paper
Submitted
11 Dec 2014
Accepted
02 Feb 2015
First published
03 Feb 2015

Org. Biomol. Chem., 2015,13, 3711-3720

Author version available

NiSO4-catalyzed C–H activation/C–S cross-coupling of 1,2,3-triazole N-oxides with thiols

J. Zhu, Y. Chen, F. Lin, B. Wang, Z. Chen and L. Liu, Org. Biomol. Chem., 2015, 13, 3711 DOI: 10.1039/C4OB02586E

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